VACATION RENTAL INSURANCE: PROPER INSURANCE® REVIEWS

At Proper, we always say that you never know the quality of your insurance until you have to file a claim. As the nation’s leading insurer of short-term vacation rental properties, we have plenty of reviews to be proud of. We offer trademarked endorsements that no other short-term rental carrier offers, and take pride in having the market’s most comprehensive vacation rental insurance program. Combine that with the backing of Lloyd’s of London, and you have over 100,000 satisfied policyholders.

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Chris Avatar
Matthew demonstrated exceptional… Matthew demonstrated exceptional attention to detail, strong analytical thinking, and objectivity while still showing genuine empathy. His communication skills stood out—he was consistently responsive, thorough, and proactive in keeping everything moving forward. He also showed impressive negotiation skills and adaptability as the claim progressed, always focused on achieving the best possible outcome. It’s rare to find someone who balances professionalism, efficiency, and compassion so seamlessly. Matthew is an outstanding claims specialist, and I’m extremely grateful for his support and expertise. Highly recommended.
Chris 5 days ago
Jake Goldenshtein Avatar
Joseph Nichols & Proper Insurance are 10/10! Joseph Nichols and Proper Insurance are fantastic. They offer no-pressure, honest service, are consistently easily reachable and wonderful to work with overall. I highly recommend Joe and PI to your home insurance needs, especially for short-term rentals!
Jake Goldenshtein 1 week ago
Jon Overbay Avatar
Excellent Service Proper is wonderful to work with from the agency side. They communicate well and their response time to inquiries/requests is unparalleled. MacKenzi was especially helpful on a recently bound policy. She often responded to requests in a matter of minutes which allowed me to quickly service the lender's requests and keep the insured on track for closing.
Jon Overbay 2 weeks ago
Priscila Rodriguez Avatar
Proper Insurance provided outstanding support Proper Insurance provided outstanding support on a complex short-term rental claim that included multiple income streams and business income coverage. The claims team was professional, responsive, and thorough throughout the process. Elizabeth and Chelsey were especially helpful — clear communicators, detail-oriented, and genuinely invested in seeing the claim through. Chelsey’s willingness to step in mid-claim and move everything toward resolution was greatly appreciated. The claim was handled fairly and approved as expected, and I felt well supported from start to finish. I would confidently recommend Proper Insurance to other short-term rental owners looking for knowledgeable coverage and strong claims support.
Priscila Rodriguez 3 weeks ago
Doug Oettinger Avatar
Chelsey Helt from Proper was excellent… Chelsey Helt from Proper was excellent to work with. She helped make a stressful situation flow as well as one could hope. Highly recommend!
Doug Oettinger 1 month ago

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